轴手性N,N-配体促进的钯催化对映选择性烯丙基胺化和烷基化反应
Axially Chiral N,N-Ligand-Promoted Pd-Catalyzed Enantioselective Allylic Amination and Alkylation.
作者信息
Liu Miaomiao, Zhang Xiaotao, Bao Rongrong, Xiao Fangtao, Cen Shouyi, Zhang Zhipeng
机构信息
School of Chemistry and Molecular Engineering, East China University of Science & Technology; Shanghai 200237, People's Republic of China.
Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science & Technology, Shanghai 200237, People's Republic of China.
出版信息
Org Lett. 2023 Aug 18;25(32):5946-5950. doi: 10.1021/acs.orglett.3c01972. Epub 2023 Aug 9.
An axially chiral N,N-ligand developed from a [1,1'-binaphthalene]-2,2'-diol (BINOL)-based skeleton and phenanthroline is found to be capable of promoting Pd-catalyzed asymmetric allylic amination and alkylation of allyl acetates. The reaction is compatible with cyclic and acyclic secondary amines, primary aliphatic amines, malononitrile, and dialkyl malonates, affording the corresponding chiral products in up to 99% yield and with up to >99% enantiomeric excess.
一种由基于[1,1'-联萘]-2,2'-二醇（BINOL）的骨架和菲咯啉衍生而来的轴向手性N,N-配体，被发现能够促进钯催化的乙酸烯丙酯的不对称烯丙基胺化和烷基化反应。该反应与环状和非环状仲胺、伯脂肪胺、丙二腈以及丙二酸二烷基酯兼容，能以高达99%的产率和高达>99%的对映体过量得到相应的手性产物。
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